Federalsburg Homes for Sale

Federalsburg Homes for Sale

Welcome to Federalsburg, Maryland—a charming town that beautifully blends small-town warmth with a vibrant community spirit. Nestled in the heart of Caroline County, this quaint locale is known for its rich history, friendly residents, and picturesque landscapes. With its roots dating back to the 19th century, Federalsburg boasts a unique character that is reflected in its historic buildings and welcoming atmosphere.

As you explore Federalsburg, you’ll find a variety of recreational opportunities, from scenic parks to local festivals that celebrate the community’s heritage. The town is conveniently located near larger cities, making it an ideal spot for those seeking a peaceful retreat without sacrificing access to urban amenities. The close-knit community fosters a sense of belonging, making it a fantastic place to raise a family or enjoy a relaxed lifestyle.

For those considering a move to this delightful town, there are a number of homes for sale that cater to diverse tastes and budgets. Whether you’re looking for a cozy cottage, a spacious family home, or a charming historic property, Federalsburg has something to offer everyone. Many homes feature beautiful yards, modern amenities, and easy access to local schools and shops.

Embrace the opportunity to become part of this vibrant community. Explore the homes for sale in Federalsburg, and discover your dream home in a town that truly feels like home. Experience the charm, warmth, and welcoming spirit that make Federalsburg a wonderful place to live!

Newest Federalsburg Homes for Sale

$440,000
4 Beds ⋅ 2 Baths
This 17 acre farmette located just minutes from Federalsburg with proximity to Easton and the MD/DE beaches offers a remodeled bungalow with numerous upgrades. The cropland is currently under cultivation by a local farmer and there are several outbuildings on the property. Electric service has been upgraded to 200 amp and Choptank Electric Coop offers fiber optic. While the improvements are vast, the property is being sold "As Is".

25699 Auction Rd, Federalsburg

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800
$749,900
4 Beds ⋅ 4 Baths
Professional photos and detailed description coming soon!

4517 Smithville Rd, Federalsburg

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$319,000
5 Beds ⋅ 3 Baths
Space, flexibility, and outdoor living come together at 2792 Meadowbrook Road! This spacious 5-bedroom, 2.5-bath split-level home sits on a beautiful .46-acre lot. The upper level features three bedrooms, including a primary bedroom with its own private bath. The living room offers an open feel and an opportunity to create an even more unique space with the potential for an upper balcony. The kitchen provides abundant cabinet storage and plenty of natural light. Downstairs, you'll find two additional bedrooms, a large family room with an electric fireplace, and a charming stone sitting area with a large sliding glass door that opens directly to the backyard and expansive concrete patio. The layout provides great flexibility for guests, a home office, recreation space, or whatever fits your lifestyle. Step outside and enjoy the privacy of the backyard, complete with an above-ground pool and deck, large patio, and plenty of room to create your own outdoor retreat. The home is in good condition and is ready for its next owner to add their own personal touches to make the space their next home sweet home. Conveniently located in a quiet neighborhood setting while still offering easy access to boating canoeing & fishing at Marshey Hope Creek, and a quick drive to local towns like Federalsburg, Bridgeville, and Seaford.

2792 Meadowbrook Rd, Federalsburg

Listing courtesy of Keller Williams Realty. Contact: 3023600300
$309,000
2 Beds ⋅ 1 Baths
Across from the boat ramp and water view of 3 ponds on the property! Outdoor enthusiasts, nature lovers, and adventure seekers — welcome to your dream retreat. This one‑of‑a‑kind property offers an extraordinary blend of privacy, recreation, and natural beauty that is nearly impossible to find elsewhere. Set on gently rolling terrain overlooking multiple deep‑water ponds, this property delivers exceptional fishing, peaceful kayaking, scenic hiking trails, and endless opportunities to observe local wildlife. Deer roam the back woods, birds frequent the water’s edge, and the entire landscape offers a sense of tranquility that feels worlds away — yet still close to everything you need. The property also includes a 2‑bedroom home (possibly a 3rd). Enjoy all the benefits of living near the water without the added taxes of owning water‑privileged property. Recent enhancements include a charming decorative three‑rail fence and a privacy fence accented with topiary evergreens, adding both character and curb appeal. With its natural setting and recreational features, this property is perfectly suited for those seeking adventure or considering investment potential such as cabin rentals or VRBO. The possibilities are wide open. Just a quarter mile away, you’ll find two boat ramps, a pavilion picnic park, an additional launch area, playground, splash pad, basketball courts, river trails, an electric vehicle charging station, and more — making this location even more desirable for outdoor enjoyment. Don’t miss this rare opportunity. Schedule your visit and experience firsthand the peace, beauty, and uniqueness of this exceptional property. It truly is a retreat like no other.

2766 Veterans Dr, Federalsburg

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415
$755,000
3 Beds ⋅ 2 Baths
This is your farmette dream come true! This beautiful 3 bed, 2 full bath home is situated on 6+ acres of partially fenced in land, has a barn with a tack room, a large screened-in back porch, a 2 car garage and an in-ground saltwater pool. The barn features 3 stalls, a hay loft with elevator, washroom, a tack room with a closet and shelves for storage. The water to the barn is sourced from a 290 foot well that also sources to the home. There is also a paddock area for riding and training for your equestrian dreams. The saltwater pool goes up to 6 feet deep. Solar panels were installed in the yard to heat the pool which extends the months of use. The home has a nice front porch perfect for enjoying your country living setting. As you enter the home, the living room has a stand alone Argon gas stove. You'll love cooking and entertaining in the large eat-in kitchen with stainless steel appliances. The second living room has a gas fireplace perfect for cozy evenings. The updated bathrooms have walk in showers. Other features include newer Anderson windows, newer siding, tankless water heater and a semi-floored attic. You don't want to miss the opportunity to enjoy country living at it's best! Schedule your showing today.

3769 Bradley Rd, Federalsburg

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$350,000
3 Beds ⋅ 1 Baths
This charming ranch-style home, built in 2004, offers a cozy retreat on over 11 acres of serene land, adjoining the picturesque Marshyhope Creek with 3800 acres of Idlewild WMA just across the creek. Inside, discover a traditional floor plan featuring three inviting bedrooms and a country-style kitchen perfect for gatherings. Enjoy the warmth of luxury vinyl plank and carpet flooring throughout. Step outside to find a welcoming porch and patio, ideal for relaxing or entertaining. The property includes a detached 40x24, 2 Car garage with workshop for ample storage. Nature enthusiasts will appreciate the wooded surroundings, stream access, and opportunities for fishing and hunting right at your doorstep. Located in a peaceful, rural setting, this home is just a short drive from local parks and community amenities. Embrace the tranquility and beauty of this unique property, where comfort meets nature.

4455 Smithville Rd, Federalsburg

Listing courtesy of RE/MAX Executive. Contact:

$95,000
3 Beds ⋅ 2 Baths
Excellent investment opportunity! Over 1/4 acre lot. Home needs TLC. Partial owner financing available. Call for more info. This deal will not last long. Grab it while you have the chance!

310 Central Ave, Federalsburg

Listing courtesy of R&R Executive Realty. Contact: 4104321223
$199,000
2 Beds ⋅ 2 Baths
This charming farmhouse-style home, built in 1904 has undergone a major renovation in 2026. With 812 square feet of thoughtfully designed living space, this delightful residence features two cozy bedrooms and one and a half bathrooms, making it an ideal retreat for those seeking comfort and style. Step inside to discover a beautifully updated interior adorned with luxury vinyl plank flooring, providing both elegance and durability. The heart of the home is the well-appointed kitchen, equipped with essential appliances including a built-in microwave, range, dishwasher, and refrigerator, ensuring meal preparation is a breeze. A convenient stacked washer and dryer on the main floor adds to the home's practicality. Nestled on a generous 0.17-acre lot that backs to trees, this property offers a peaceful outdoor setting perfect for relaxation or entertaining. Parking is hassle-free with a driveway and on-street options available. Experience the charm and warmth of this inviting property, where every detail has been considered for your comfort and enjoyment. Don't miss the opportunity to make this house your home!

310 Park Ave, Federalsburg

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

$479,000
3 Beds ⋅ 3 Baths
Custom Brick Rancher with 2500 sq ft of living space sitting on over half an acre just outside of downtown Federalsburg overlooking Chambers Park is waiting for you to come see to appreciate. Owners have done many improvements and upgrades to the property, but left some of it's timeless charm. New carpet has been installed on the porch, breakfast nook, and family room July 2026, new windows 2026, New refrigerator July 2026, new HVAC 2021, 3yr old whole house water treatment with R/O system, and a 40 breaker 4D electrical panel is new, too! With a mix of formal rooms and recreation areas all off the kitchen, but split from the generously sized Bedrooms, you will have no problem entertaining all year round. 2 Sheds, both with electric, one with garage door and workbenches help with all those indoor and outdoor projects. 3rd full bath is off the enclosed sunporch for ease of use from multiple areas and outside. In addition to Chambers Park the Federalsburg Park and Marina is just down the road for added recreation, along with shopping and restaurants in Federalsburg, Easton, Preston, or just over into Delaware not to mention multiple Beaches in both MD and DE that are close enough to spend the day and come back home. Don't miss your opportunity to see this one and call it yours!

104 Charlotte Ave, Federalsburg

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255
$315,000
3 Beds ⋅ 3 Baths
Ready to own without the stress? Move in and start your life, not your renovation. This fully renovated home is one your friends will be drooling over. The kitchen steals the show: soft-close navy cabinets with gold hardware and quartz countertops, stainless steel appliances, a deep kitchen sink, stylish floating shelves, and a crisp white tile backsplash. It's the kind of space that makes cooking and gathering feel effortless. The first-floor primary bedroom is your sanctuary—walk-in closet, walk-in tile shower that feels like a spa, beautiful quartz vanity. Wide plank LVP flooring keeps the whole home feeling fresh and connected. The two-car detached garage is insulated, has electric, and includes a storage room—practical space that actually works. The 0.325-acre lot sits across from Chambers Park, where you can enjoy a ball game, walking path, or tennis courts. Paved driveway, plenty of parking, and a home that's honestly ready for you. This is what move-in ready feels like: fully updated, thoughtfully finished, and zero projects waiting. Just unpack and live.

104 Chambers St, Federalsburg

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$304,999
3 Beds ⋅ 2 Baths
BACK ON THE MARKET- DON'T MISS OUT! MOTIVATED SELLER!!! Welcome home to this beautifully updated 3-bedroom, 2-bath ranch offering over 2,000 square feet of comfortable living space. Thoughtfully improved throughout, this home features stylish board-and-batten accents, quartz countertops, and a functional layout designed for everyday living and entertaining. Enjoy generous-sized bedrooms, a spacious second living area, and plenty of room to spread out. Step outside to relax on the screened side porch or entertain from the patio overlooking mature trees that provide a peaceful, private backdrop. The partially fenced yard is ideal for pets, while the above-ground pool offers the perfect place to cool off during the summer months. Additional highlights include a roof that is less than 10 years old, attractive finishes throughout, and a property that combines charm, comfort, and outdoor enjoyment. Move-in ready and full of character, this Federalsburg gem is one you won't want to miss!

129 Bloomingdale Ave, Federalsburg

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$230,000
2 Beds ⋅ 1 Baths
Nestled in a quiet setting, 3894 Old Denton Rd is a charming rancher that offers the ease of true single-level living. The home features an inviting, open layout where a spacious living room leads into the kitchen and dining area, making it feel bright and connected. Two comfortable bedrooms are tucked away for privacy, while a bright sunroom, a covered front porch, and a rear screened porch provide plenty of peaceful spots to relax and enjoy the outdoors. The property is as functional as it is cozy, boasting an unfinished basement with endless potential for storage, a workshop, or future living space. Outside, you’ll find ample parking, a carport, and storage sheds for all your gear. Schedule your private tour today!

3894 Old Denton Rd, Federalsburg

Listing courtesy of Keller Williams Realty. Contact: (302) 856-1458
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